Shelter Island Vacations from ₩1,279,580

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The Latest Shelter Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,227,400, price is now ₩1,279,580 per person
₩1,279,580
per person
Feb 7 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (JFK)
8.2/10 Very Good! (1,951 reviews)
Everything phenomenal, i have never stayed at any Hotel that nice

Reviewed on Nov 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was ₩3,059,464, price is now ₩1,758,986 per person
₩1,758,986
per person
Feb 7 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Cute hotel. Friendly Staff

Reviewed on Dec 1, 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,961,854, price is now ₩1,725,762 per person
₩1,725,762
per person
Feb 7 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
This was the cleanest hotel that I've stayed in; in NYC. The staff was friendly and helpful. They cleaned my room daily! My stay was perfect and the location was outstanding.

Reviewed on Dec 1, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,697,018, price is now ₩1,606,362 per person
₩1,606,362
per person
Feb 7 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Room was perfect. Excellent location. Breakfast is worth it.

Reviewed on Dec 1, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was ₩2,659,642, price is now ₩1,643,908 per person
₩1,643,908
per person
Feb 7 - Feb 14
found 7 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
The staff was fantastic! Went above and beyond to make sure we had all we needed. Would stay here again in a heartbeat!

Reviewed on Dec 1, 2025

Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
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Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Find hotels in Silver Beach

Find the Best Shelter Island Vacation Packages

Shelter Island Beach Vacation

There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.

Shelter Island Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ₩369,860 per night from Dec 9 to Dec 10
₩369,860
₩504,800 total
Dec 9 - Dec 10
includes taxes & fees
8.2/10 Very Good! (694 reviews)
Great resort with a beautiful restaurant

Reviewed on Nov 22, 2025

Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,003 reviews)
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.

Reviewed on Nov 28, 2025

Get rates
Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is ₩235,272 per night from Dec 3 to Dec 4
₩235,272
₩340,623 total
Dec 3 - Dec 4
includes taxes & fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.

Reviewed on Nov 19, 2025

Sound View Greenport
See all 4,686 properties in Shelter Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Shelter Island

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.